57561-39-4 N-Boc-N-methyl-aminoethanol

Kubisubizo bya 2- (methylamino) Ethanol (500 mg, 0.53 ml, 6,66 mmol) muri CH2Cl2 (ml 20) hiyongereyeho Boc2O (1,48 g, 6,79 mmol), hanyuma bikurikirwa no kubyutsa ubushyuhe bwicyumba kumasaha 1.Igisubizo cya reaction cyakuwe hamwe na brine na CH2Cl2.Igice kama rero cyabonetse cyumishijwe hejuru ya MgSO4 kirayungurura.Hanyuma, filtrate yibanze muri vacuo kugirango ibone ikintu (amavuta atagira ibara, ingano);1H NMR (200 MHz, CDCl3) delta 3.74 (q, J = 10.5, 5.2 Hz, 2H) 3.25 (t, J = 5.2 Hz, 2H) 2.91 (s, 3H) 1.45 (s, 9H);imbaga nyamwinshi m / e (ubukana bugereranije) 144 (20) 102 (24) 57 (70) 44 (100).
Urugero 38;N1- (3-Fluoro-4- (2- (1- (2- (methylamino) ethyl)) -1H-imidazol-4-yl) thieno - (2-mikorerexyphenyl) malonamide (96);Intambwe ya 1: tert-Butyl 2-hydroxyethyl (methyl) karbamate (97) (J. Med. Chem., 1999, 42, 11, 2008) Kubisubizo bya 2- (methylamino) Ethanol (5.0 g, 67 mmol) muri THF (ml 50) muri RT hiyongereyeho Boc2O (15,7 g, mm 72) hanyuma ivanga rya reaction ryabyutswe muri RT amasaha 4.Uruvangitirane rwa reaction rwibanze ku gukama kandi inyito ya 97 yakoreshejwe mu buryo butaziguye nta ntambwe yongeyeho (11,74 g, umusaruro 100%).MS (m / z): 176.2 (M + H).
Gutegura l-2- [4-Bromo-2- hydroxyethylmethylcarbamate;Ku gisubizo cya 2- (methylamino) Ethanol (500 mg, 0.53 ml, 6,66 mmol) muri CH2Cl2 (ml 20) hiyongereyeho BoC2O (1,48 g, mm 6,79 mmol), hanyuma hakurikiraho gukurura ubushyuhe bwicyumba kumasaha 1.Igisubizo cya reaction cyakuwe hamwe na brine na CH2Cl2.Igice kama rero cyabonetse cyumishijwe hejuru ya MgSO4 kirayungurura.Hanyuma, filtrate yibanze muri vacuo kugirango ibone ikintu (amavuta atagira ibara, ingano); 1HNMR (200 MHz, CDCl3) delta 3.74 (q, J = 10.5, 5.2 Hz, 2H) 3.25 (t, J = 5.2 Hz, 2H) 2.91 (s, 3H) 1.45 (s, 9H);imbaga nyamwinshi m / e (ubukana bugereranije) 144 (20) 102 (24) 57 (70) 44 (100).
2- (methylamino) Ethanol (90.1 g, 1,2 mol) yashongeshejwe muri 1,2 L ya chloride ya methylene, hanyuma BoC2O (218 g, 1 mol) yongerwaho buhoro buhoro mugihe ikurura kuri 00C, ikurikirwa nubushyuhe bwicyumba cyamasaha 3.Uruvangitirane rwa reaction rwogejwe hamwe na 700 mL yumuti wamazi wa chloride amonium wuzuye, na 300 mL yamazi.Uruvange rwogejwe rwabuze umwuma ukoresheje sodium sulfate ya anhydrous hanyuma yibanda cyane kumuvuduko wagabanutse, kugirango ubone ibivange (a) (175 g, mol 1, 100%) nkamavuta adafite ibara.TLC: Rf = 0.5 (50% EtOAc muri Hex) igaragara hamwe na Ce-Mo irangi1H NMR (600MHz, CDCl3) delta 1.47 (s, 9H), 2.88 (br s, IH), 3.41 (br s, 2H), 3.76 (br s, 2H).
90.1 g (1,2 mol) ya 2- (methylamino) Ethanol yashonga muri 1,2 L ya methylene chloride, 218 g (1 mol) ya Boc2O yongewemo buhoro buhoro mugihe igisubizo cyavuyemo cyashizwe kuri 0C, kandi igisubizo cyavuyemo cyashizwe kuri ubushyuhe bwicyumba kumasaha 3.Uruvangitirane rwa reaction rwogejwe hamwe na mL 700 yumuti wuzuye wa ammonium chloride wamazi wuzuye hamwe na 300 mL yamazi, umwuma ukoresheje sodium sulfate ya anhydrous, hanyuma wibanda kumuvuduko ukabije kugirango ubone g 175 (mol 1) yamavuta ya acromique arinzwe na Itsinda rya Boc (umusaruro: 100%).[0140] 1H NMR (600MHz, CDCl3) delta 7.84 (br s, 2H), 7.76 (br s, 2H), 4.34 (d, J = 15.0 Hz, 2H), 3.63 (br s, 2H), 3.04 (d , J = 15.0 Hz, 3H), 1.46 (d, J = 16.2 Hz, 9H) hydroxyphthalimide na 141 g (0.539 mol) ya triphenylphosifine yongewemo, 106 mL (0.539 mol) ya diisopropyl azodicarboxylate yongewemo buhoro buhoro mugihe yatangaga igisubizo cyavuye kuri 0C, kandi igisubizo cyavuyemo cyashizwemo amasaha 3 mugihe ubushyuhe bwacyo bwazamutse ku cyumba cy'ubushyuhe.Nyuma yo kwibanda ku ruvangitirane ruvanze n’umuvuduko wagabanutse, mL 600 ya isopropylether yongewemo, igisubizo cyavuyemo cyashizwe kuri 0C mu gihe cy’isaha 1, hanyuma oxyde yera yo mu bwoko bwa triphenylphosifine irayungurura.Igikarabiro cyogejwe hamwe na 200 mL ya isopropylether yakonje kugeza kuri 0C hanyuma ikusanyirizwa hamwe na filteri ya mbere, hanyuma filtrate yavuyemo yibanze cyane kumuvuduko wagabanutse kugirango haboneke g 198 zivanze na Compound XX na diisopropyl hydrazodicarboxylate mukivanga cya 10 kugeza 15%. (umusaruro: 120%).[0142] 1H NMR (600MHz, CDCl3) delta 7.84 (br s, 2H), 7.76 (br s, 2H), 4.34 (d, J = 15.0 Hz, 2H), 3.63 (br s, 2H), 3.04 (d , J = 15.0 Hz, 3H), 1.46 (d, J = 16.2 Hz, 9H)